Photo of The Pridwin

“Classic seaside resort with private beach. Rooms are chic and elegant, the best with water views and private terrace. Cosy cottages offer the same style but a more secluded feel. There's an all-American restaurant & bar plus host of activities for body & soul. A magical beachside retreat.”

“Classic seaside resort with private beach. Rooms are chic and elegant, the best with water views and private terrace. Cosy cottages offer the same style but a more secluded feel. There's an all-American restaurant & bar plus host of activities for body & soul. A magical beachside retreat.”

Recommended For

  • Active Holiday
  • Discover the area's water adventures with nearby fishing, or enjoy the great outdoors with hiking/biking trails
  • Families
  • The cottages are ideal for families, plus indoor and outdoor games will keep all ages entertained
  • Groups
  • Quaint cottages offer easy living with kitchenette, gas fireplace and private deck with views
  • Watersports
  • Watefront location makes for the perfect launch point for a host of watersports. Borrow paddleboards or kayaks
  • Hotel Entertainment
  • Live entertainment from beebop jazz to classic rock
  • Kayaking
  • Resort offers complimentary kayaking
  • Yoga
  • Yoga sessions included in stay
  • Tennis
  • On site tennis court
  • Sailing
  • Local markets
  • Great walks
  • Fishing
  • Cycling
  • Golf
  • Rafting
  • Restaurant
  • The water-view restaurant serves classic Long Island food and drink with most ingredients sourced from local producers
  • Views
  • Breathtaking views — take in the sunset over Long Island Sound
  • Rooms with balcony/terrace
  • All the cottages come with private deck, as do Terrace Rooms
  • Family Suites
  • Romantic
  • Intimate
  • Sit-out Terrace
  • Gym
  • Spa
  • On the beach
  • Boutique
  • Historic
  • Chic
  • Luxury
  • Child friendly
  • On an island
  • Disabled access
  • Wellbeing
  • Contemporary
  • Charming

Facilities

  • Restaurant
  • The water-view restaurant serves classic Long Island food and drink with most ingredients sourced from local producers
  • No pets
  • No pets are allowed in hotel but some of the cottages are dog-friendly
  • Views
  • Breathtaking views — take in the sunset over Long Island Sound
  • Rooms with balcony/terrace
  • All the cottages come with private deck, as do Terrace Rooms
  • Swimming Pool
  • Outdoor pool with outstanding views
  • Parking
  • Free on-site parking
  • Bath robes
  • Safe
  • Family Suites
  • Wifi
  • Bar
  • Fireplace
  • Massage
  • Bicycle hire
  • Sit-out Terrace
  • Lift
  • Gym
  • Spa
  • Garden
  • Child friendly
  • Sitting Room
  • Disabled access
  • Suites
  • Air conditioning
  • Concierge
  • Satellite / Cable TV

Activities

  • Watersports
  • Watefront location makes for the perfect launch point for a host of watersports. Borrow paddleboards or kayaks
  • Hotel Entertainment
  • Live entertainment from beebop jazz to classic rock
  • Kayaking
  • Resort offers complimentary kayaking
  • Yoga
  • Yoga sessions included in stay
  • Tennis
  • On site tennis court
  • Sailing
  • Local markets
  • Canoeing
  • Great walks
  • Fishing
  • Cycling
  • Golf
  • Rafting

Map & Location

What's Nearby

Other Reviews

Tapping Into Shelter Island-Style Nostalgia

The Pridwin resort has been around since 1927 and has been managed by the Petry family since 1961; 2023 is its first full summer season as part of Cape Resorts, a NY-NJ hospitality company that loves adaptive reuse and historic preservation. The team renovated the 33-room Main House and added two additional freestanding cottages (for 16 total) that stretch across a sloping patch of land facing Crescent Beach. Tennis courts and a very active chicken coop are located up behind the cottages, as is a nice little clearing in the forest with a wooden platform and risers — perfect for some kind of ceremony or nature talk. The cottages are perched up high; a set of stairs leads down to a pretty pool overlooking the water.

Originally published by Jeralyn Gerba, Fathom

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